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Microwave Assisted Synthesis, Physicochemical, Photophysical, Single Crystal X-ray and DFT Studies of Novel Push–Pull Chromophores

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Abstract

Two push-pull chromophores were synthesized by knoevenagel condensation under microwave irradiation. The structure of synthesized chromophores were established by spectroscopic (FT-IR, 1H NMR, 13C NMR, EI-MS) and elemental analysis. Structure of the chromophores was further conformed by X-ray crystallographic. UV-Vis and fluorescence spectroscopy measurements provided that chromophores were good absorbent and fluorescent properties. Fluorescence polarity studies demonstrated that chromophores were sensitive to the polarity of the microenvironment provided by different solvents. Physicochemical parameters, including singlet absorption, extinction coefficient, stokes shift, oscillator strength, dipole moment and flurescence quantum yield were investigated in order to explore the analytical potential of the synthesized chromophores. In addition, the total energy, frontier molecular orbitals, hardness, electron affinity, ionization energy, electrostatic potential map were also studied computationally by using density functional theoretical method.

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Acknowledgments

This Project was funded by the King Abdulaziz City for Science and Technology (KACST) through National Science, Technology and Innovation Plan (NSTIP) under grant number 8-ENE198-3. The authors, therefore, acknowledge with thanks KACST for support for Scientific Research. Also, the authors are thankful to the Deanship of Scientific Research (DSR), King Abdulaziz University for their technical support.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Salman A. Khan, Abdullah M. Asiri, Hadi Mussa Basisi & Muhammad Nadeem Arshad

  2. Center of Excellence for Advanced Materials Research, King Abdulaziz University, P.O. Box 80203, Jeddah, Saudi Arabia

    Abdullah M. Asiri & Muhammad Nadeem Arshad

  3. Department of Applied Science, School of Engineering & Technology, ITM University, Sector 23A, Gurgaon, 122017, India

    Kamlesh Sharma

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  1. Salman A. Khan
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  2. Abdullah M. Asiri
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  3. Hadi Mussa Basisi
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  4. Muhammad Nadeem Arshad
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  5. Kamlesh Sharma
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Correspondence to Salman A. Khan.

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Khan, S.A., Asiri, A.M., Basisi, H.M. et al. Microwave Assisted Synthesis, Physicochemical, Photophysical, Single Crystal X-ray and DFT Studies of Novel Push–Pull Chromophores. J Fluoresc 25, 1585–1593 (2015). https://doi.org/10.1007/s10895-015-1600-7

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  • DOI: https://doi.org/10.1007/s10895-015-1600-7

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